4-氟-2-硝基吡啶 | 884495-09-4

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 中文名称: 4-氟-2-硝基吡啶
• 英文名称: 4-fluoro-2-nitropyridine
• CAS: 884495-09-4
• 化学式: C₅H₃FN₂O₂
• mdl: MFCD08277259
• 分子量: 142.089
• InChiKey: LBLMBLVHTJEEDZ-UHFFFAOYSA-N

物化性质

• 沸点：
  261.4±20.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氟-2-硝基吡啶 在 palladium on activated charcoal 、 氢气 、 溶剂黄146 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 40.0h， 生成 1-BOC-4-(2-氨基-4-吡啶基)哌嗪
  参考文献：
  名称：

  Antimalarial Lead-Optimization Studies on a 2,6-Imidazopyridine Series within a Constrained Chemical Space To Circumvent Atypical Dose–Response Curves against Multidrug Resistant Parasite Strains

  摘要：

  A lead-optimization program around a 2,6-imidazopyridine scaffold was initiated based on the two early lead compounds, 1 and 2, that were shown to be efficacious in an in vivo humanized Plasmodium falciparum NODscidIL2R gamma null mouse malaria infection model. The observation of atypical dose-response curves when some compounds were tested against multidrug resistant malaria parasite strains guided the optimization process to define a chemical space that led to typical sigmoidal dose-response and complete kill of multidrug resistant parasites. After a structure and property analysis identified such a chemical space, compounds were prepared that displayed suitable activity, ADME, and safety profiles with respect to cytotoxicity and hERG inhibition.

  DOI：

  10.1021/acs.jmedchem.8b01333

文献信息

• A facile, one-pot reductive alkylation of aromatic and heteroaromatic amines in aqueous micellar media: a chemoenzymatic approach
  作者：Krithika Ganesh、Ganesh Sambasivam、Karthikeyan S

  DOI：10.1039/d3ob00386h

  日期：——

  and practical method for the catalytic N-alkylation of amines using molecular hydrogen as the reductant was developed. This procedure involves a lipase-mediated one-pot chemoenzymatic cascade wherein an amine undergoes a reductive amination with an aldehyde generated in situ. The imine formed thereby is reduced to give the corresponding amine. This process represents a convenient, environmentally benign

  开发了一种简便、绿色、选择性和实用的以分子氢为还原剂的胺催化N-烷基化方法。该过程涉及脂肪酶介导的一锅化学酶级联，其中胺与原位产生的醛进行还原胺化。由此形成的亚胺被还原得到相应的胺。该方法代表了一种方便、环境友好且可扩展的一锅法合成N-烷基胺的方法。我们首次报道了水性胶束介质中的化学酶还原烷基化，E因子为 0.68。
• Utilizing Nitroarenes and HCHO to Directly Construct Functional N‐Heterocycles by Supported Cobalt/Amino Acid Relay Catalysis
  作者：Jialu Sun、Chenggang Ci、Huanfeng Jiang、Pierre. H. Dixneuf、Min Zhang

  DOI：10.1002/anie.202303007

  日期：——

  By relay catalysis of a supported bifunctional cobalt catalyst and L-proline, a reductive annulation reaction of nitroarenes and formaldehyde involving both C−C and C−N bond formations is presented, which enables direct and diverse access to 1,3-diaryl imidazolines.

  通过负载型双功能钴催化剂和 L-脯氨酸的中继催化，提出了涉及 C-C 和 C-N 键形成的硝基芳烃和甲醛的还原环化反应，这使得能够直接和多样化地获得 1,3-二芳基咪唑啉。